Chiral Sensing of Tryptophan Enantiomers Based on the Enzyme Mimics of β-Cyclodextrin-Modified Sulfur Quantum Dots

ACS Sens. 2023 Nov 24;8(11):4264-4271. doi: 10.1021/acssensors.3c01616. Epub 2023 Nov 2.

Abstract

Chiral recognition of amino acid plays a significant role in pharmaceutical, medical, and food science. This study describes a chiral sensing system of β-cyclodextrin (β-CD)-coated sulfur quantum dots (CD-SQDs) for the selective fluorescence recognition of tryptophan (Trp) enantiomers. CD-SQDs were prepared by a facile assembly fission method and could selectively recognize L-Trp by the different binding ability between L/D-Trp and β-CD. The inclusion of L-Trp and the stereoselective catalysis of CD-SQDs enzyme mimics cause the increased fluorescence intensity of CD-SQDs, which has a linear response ranging from 10 to 500 nM and the detection limit as 2.3 nM. CD-SQDs also show great selectivity for L-Trp from the commercial compound amino acid injection. The study could provide an effective method for the chiral recognition of amino acid enantiomers based on the catalytic activity of nanoenzymes.

Keywords: fluorescence recognition; nanoenzymes; sulfur quantum dots; tryptophan enantiomers; β-cyclodextrin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Quantum Dots* / chemistry
  • Stereoisomerism
  • Tryptophan
  • beta-Cyclodextrins* / chemistry

Substances

  • Tryptophan
  • beta-Cyclodextrins